$177 Cheap United flights from Chicago to Santiago (ORD to STI)

Find The Best Day To Fly from Chicago to Santiago

Amazing United ORD to STI Flight Deals

The cheapest flights to Cibao Intl. found within the past 7 days were $387 round trip and $177 one way. Prices and availability subject to change. Additional terms may apply.

Sat, Oct 11 - Tue, Oct 14
ORD
Chicago
STI
Santiago de los Caballeros
$387 Roundtrip, found 5 days ago
$387
Roundtrip
found 5 days ago
Select United flight, departing Sat, Oct 11 from Chicago to Santiago de los Caballeros, returning Tue, Oct 14, priced at $387 found 5 days ago
Sat, Oct 11 - Tue, Oct 14
ORD
Chicago
STI
Santiago de los Caballeros
$389 Roundtrip, found 5 days ago
$389
Roundtrip
found 5 days ago
Select United flight, departing Sat, Oct 11 from Chicago to Santiago de los Caballeros, returning Tue, Oct 14, priced at $389 found 5 days ago
Tue, Aug 12 - Tue, Sep 16
ORD
Chicago
STI
Santiago de los Caballeros
$410 Roundtrip, found 6 hours ago
$410
Roundtrip
found 6 hours ago
Select United flight, departing Tue, Aug 12 from Chicago to Santiago de los Caballeros, returning Tue, Sep 16, priced at $410 found 6 hours ago

STI From ORD Economy Coach Packages on Similar Airlines

Price found within the past 48 hours. Click for updated prices.
Senator Puerto Plata

Senator Puerto Plata

4 out of 5
per person
Aug 30 - Sep 3
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Santiago (STI)
Viva Heavens by Wyndham, A Trademark All Inclusive

Viva Heavens by Wyndham, A Trademark All Inclusive

4 out of 5
per person
Aug 30 - Sep 3
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Santiago (STI)
Lifestyle Crown Residence Suites - All Inclusive

Lifestyle Crown Residence Suites - All Inclusive

3.5 out of 5
per person
Aug 30 - Sep 3
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Santiago (STI)
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Frequently asked questions

Can I catch a flight from O'Hare Intl. Airport (ORD) to Cibao Intl. Airport (STI) right now?
It's prudent to learn about any travel advice reports and quarantine requirements in effect in your destination city. Ensure you check out our Covid-19 Travel Advisor for up-to-date information on catching a flight to Santiago Airport.
What terminal is United Airlines at O'Hare Airport?
Once you've been given the boarding pass for your flight from O'Hare Airport to Santiago Airport, you should be able to see which terminals United Airlines flies in and out of. If not, consult your carrier or do some online research for that information.
Are there United Airlines non-stop flights from ORD to STI?
If you're traveling with United Airlines from O'Hare Airport to Santiago Airport, you'll have to make at least one stop. While waiting for your connection, take the opportunity to grab a quick bite or go for a stroll.
How long is a United Airlines flight from ORD to STI?
Weather and air traffic permitting, your United Airlines flight from ORD to STI will take around 6 hours and 14 minutes. That means you've got time to enjoy some refreshments, get some sleep and fine tune your itinerary before you hit the tarmac.
How many direct and indirect flights does United Airlines fly from ORD to STI?
If you need to book a journey from ORD to STI, you can choose from at least 2 United Airlines flights every day.
If I am not able to travel due to COVID-19, can I change my booking to a later date?
For more info about changing your flight to Santiago Airport, please visit our Customer Service Portal.
What is the best day to buy a plane ticket?
This just in! Airfares offered on Thursdays tend to be the cheapest, according to flight demand on Travelocity in 2021. Tuesday and Wednesday prices are also good, but you may want to prepare your budget if booking during the weekend, as data shows that is when prices are generally at their highest.
What are the cheapest days to fly?
Frequent travelers may already know this, but earlier in the week can be the cheapest time to fly. In 2021, flights departing on a Monday were generally the cheapest of the week, whereas you may pay a premium for weekend flights when demand is usually high. On average, tickets were most expensive for Saturday departures, so if you need to fly out on a weekend, you might look for deals ahead of time.
How far in advance can you book a flight?
Trying to figure out how early you should book your flight? It's possible to start comparing international airfares on Travelocity up to 12 months in advance. However, it does depend on the carrier as not all airlines release their prices that far out. According to our 2021 flight demand trends, last minute planners can still bag a bargain with some of the cheapest fares appearing 0-2 weeks prior to their travel dates.*According to flight demand on Travelocity.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

Discover our best United flight from Chicago ORD to Santiago STI 

To find the best deals on flights to Chicago from Santiago with United, just enter your travel dates, filter by United, and hit search. You’ll find flights to choose from and can sort by price, flight duration, and arrival or departure time.  

 

Return flights from Chicago ORD to Santiago STI with United 

If you’re planning a round trip, booking return flights with United is usually the most cost-effective option. With airfares ranging from $387 to $410, it’s easy to find a flight that suits your budget. Prices and availability subject to change. Additional terms may apply. 

 

Book one-way United flights from Chicago ORD to Santiago STI 

A one-way ticket gives you much greater flexibility—allowing you to choose your return date, destination, and time whenever you’re ready. By booking in advance you can find great deals on one-way tickets too. Right now, a one-way United flight from Chicago to Santiago costs from $177. Prices and availability subject to change. Additional terms may apply. 

 

The easy way to find cheap flights to Santiago STI from  Chicago ORD with United 

To find a cheap United flight from Chicago ORD to Santiago STI, sort your search results by price or filter by budget. Thanks to Travelocity’s Price Match Promise, if you find a better airfare deal anywhere else within 24 hours, we’ll credit or refund the difference. 

 

How to find our best airfare deals on United flights from Chicago ORD to Santiago STI 

If you’re looking for cheap flights, it helps to be flexible when it comes to your travel dates. You’ll usually find lower cost tickets when you travel during quieter months such as October, or if you book a flight with a stopover. 

 

Find nonstop flights from Chicago ORD to Santiago STI with United 

If you’re keen to be on Santiago soil fast, don’t waste time with a stopover—filter your search results to show direct United flights only. The journey takes around hour(s) min(s) – so you’ll be there before you know it. 

 

Flexible airline tickets for United flights from Chicago ORD to Santiago STI 

Make sure you’re not out of pocket if plans change by choosing a flexible ticket with penalty-free amendment and cancellation options. Use our ‘no change fee’ filter to see which flights have this option.  

 

There are a lot of reasons to book your flights to Santiago STI from  Chicago ORD with United on Travelocity 

At Travelocity our vast and up-to-the-minute inventory puts all of our best flight deals in one place. So, whether you’re traveling on business or jetting off with friends and family, you can trust Travelocity to get you there.

United Airports
Hop on a(n) United flight today by flying to many destinations out of these domestic and international airports:
Airport code
Country
Airport name
Number of flights
ORDUSAO'Hare Intl.227
DENUSADenver Intl.226
IAHUSAGeorge Bush Intercontinental136
IADUSAWashington Dulles Intl.100
SFOUSASan Francisco Intl.64
LAXUSALos Angeles Intl.23
EWRUSALiberty Intl.20
FRADEUFrankfurt Intl.19
NRTJPNNarita Intl.19
PEKCHNCapital Intl.16

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Hodelpa Garden Court

Hodelpa Garden Court

3.5 out of 5
Autopista Duarte Km 9, Puñal, Santiago
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public ...
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"Housekeeping very clean"

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Complejo Ecoturistico Rancho Cielo

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4 out of 5
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This aparthotel features a terrace, a picnic area, and laundry facilities.
8.6/10 Excellent! (18 reviews)
"Stayed here for 1 night. This hotel was very clean and quiet. The views are beautiful. The owner was kind and very helpful. We will stay here again in the future. Fue en placer pasar la noche en este hotel. Muy cómodo. Se lo recomendaría a mi familia."

Reviewed on Apr 24, 2025

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Residencial Palma Real

Residencial Palma Real

3 out of 5
Residencial Palma Real, Al lado del Hotel Hodelpa, Puñal, Santiago Province
An outdoor pool is available at this apartment. Take advantage of the free self parking.
"Feel safe"

Reviewed on Jun 6, 2024

Residencial Palma Real
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.